Would appreciate honest feedback for the best way to get and stay organized!

Regular maintenance updates from your property manager—such as quarterly reports outlining requests, costs, and resolutions—can also help you stay informed and track spending trends over time.Building relationships with local contractors or networking with other investors in Cleveland can also be valuable.

STAY AWAY!

As long as it stays optional to the tenant I don’t have a problem with it.

There are more complicated strategies to maximize larger listings that involve having like multiple listings for same property and do individual room rentals when it is slower and then for larger length stays, larger groups, and more desirable dates you'd book the whole space, but I think its easier to just do two separate. 

We stay away from doing things like he does them.I've only had 2 called in 30 years.

If you are committed to staying up in the mountains, you might as well consider house hacking a single family up there. 

Last year we began testing different places by staying in Carrillo and Junquillal with day trips to a lot of other nearby beaches. 

If your doing an FHA and plan to stay in one side you have to figure out what that would benefit you.

After that, it goes up to 5.875 and stays there!